Premium
A slightly shorter route to carbocyclic nucleosides. Synthesis of (±)‐ trans ‐1‐[2‐(hydroxymethyl)cyclopentylmethyl]uracil
Author(s) -
Santana Lourdes,
Teijeira Marta,
Uriarte Eugenio
Publication year - 1999
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570360146
Subject(s) - chemistry , uracil , hydroxymethyl , yield (engineering) , isocyanate , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , dna , materials science , metallurgy , polyurethane
(±)‐ trans ‐1‐[2‐(Hydroxymethyl)cyclopentylmethyl]uracil ( 1 ) was prepared in two steps and 56% yield from 2‐hydroxymethylcyclopentylmethylamine (7) and 3‐methoxy‐2‐propenoylisocyanate ( 6 ). Isocyanate 6 was prepared from methyl 3‐methoxy‐2‐propenoate in four steps and 38% overall yield.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom